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Synthesis of porphyrinoids with silane anchors and their covalent self-assembling and metallation on solid surface
- Source :
- Journal of Colloid and Interface Science. 369:58-70
- Publication Year :
- 2012
- Publisher :
- Elsevier BV, 2012.
-
Abstract
- We have synthesized a set of porphyrin and phthalocyanine compounds with two different silane anchors. Syntheses of the anchor-substituted chromophores have been carried out via hydrosilylation of alkene derivatives, catalyzed by platinum complexes. The reduction side-process was suppressed using specific anchor/catalyst pairs, and the silane-containing compounds were successfully isolated from hydrogenated by-products in pure form with good yields. The target porphyrinoids having stable reactive silane anchors possess the ability to self-assemble on metal oxides and quartz surfaces and optical fibers. Covalent attachment is done in one-step, which makes the bonding process fast and easy. Immobilized chromophores were further converted by on-surface reactions into Zn(II) and Mg(II) metal complexes. The metallation time was found to be as fast as 1 min for Zn ion. Bonding densities calculated from the absorbances of the deposited layers give rough estimations for packing of the molecules on various substrates and evidence for monomolecular layers formation.
- Subjects :
- chemistry.chemical_classification
Materials science
Alkene
Hydrosilylation
Self-assembled monolayer
Photochemistry
Porphyrin
Silane
Surfaces, Coatings and Films
Electronic, Optical and Magnetic Materials
Biomaterials
chemistry.chemical_compound
Colloid and Surface Chemistry
chemistry
Covalent bond
Phthalocyanine
Molecule
Subjects
Details
- ISSN :
- 00219797
- Volume :
- 369
- Database :
- OpenAIRE
- Journal :
- Journal of Colloid and Interface Science
- Accession number :
- edsair.doi.dedup.....43da4bfa14e489117e93bf030713abc8